Celebrate Maine’s Bicentennial Aboard a Historic Maine Windjammer

Sailors know the British Virgin Islands as legendary cruising grounds. Here, in places like Virgin Gorda, Peter’s Island, and Tortola, you’ll find sheltered marinas where you can dock or throw down your anchor, shopping, restaurants, and small hotels that are popular with yachters. Even better, you can sail to these various islands without going outside the reefs into the open ocean. But you won’t have to worry about navigational charts on VOYAGE Charters 7-night night cruise around the BVIs, because a skipper comes with you. Their 44 to 60-foot luxury catamarans, which sleeps 8 to 10 guests in queen or king bedded guest cabins with private bathrooms, also comes with a Chef and liquor to make this the ideal all-inclusive package. The catamarans are perfectly suited for 4 or 5 couples or 2 families since the yacht comes equipped with water toys, like kayaks, a dinghy, water skies, tube, floats, and noodles. The weeklong jaunt starts in Tortola and includes snorkeling with sting rays in the caves of Virgin Gorda, a stop at Cane Garden to listen to the steel band play at Stanley’s, and a night anchored off Norman Island, the treasure island author Robert Louis Stevenson made famous in his book. Cost of the trip starts at $4595 per couple, including meals, a berth onboard, and, of course, transportation.  

There’s a renewal of spirit as soon as we set sail on the Schooner Mary Day. The smell of wood mixes with the salty air as we glide out of that postcard-perfect Camden Harbor, gently crawling by the other historic schooners and yachts in the early morning fog. Goodbye mainland and the endless barrage of bad news, hello loons, anonymous pine-studded islands, and wide open water to bathe away all woes of modernity. I take deep gulps of the crisp air and breathe deeply.  

South Seas Island Resort on Captiva Island, Florida, (right next door to the better known Sanibel Island) will once again be offering three and five-day Learn to Sail packages for those looking to earn sailing certification while on vacation. Overseen by the renowned Colgate’s Offshore Sailing School, the courses can be taken in a fast-paced three-day curriculum with full eight-hour days or a more relaxed five-day schedule in half-day sessions. We prefer the latter, so you have time to bike through the alligators at Ding Darling National Wildlife Refuge, look for seashells on the spanking white Gulf Coast beaches, and search for manatees in the waters. Rates for the three-day Learn to Sail package start at $1,350 per person including the sailing certification course, resort accommodations, textbooks, Colgate Day Sailing certification, diploma and logbook, based on double occupancy. Courses are open to all skill levels, minimum age seven with adult.

My barometer for an authentic travel experience is one that plants you squarely in the present where your mind can’t drift to other thoughts and worries. This was certainly the case aboard the 41-foot Island Karma last February when we made the crossing from Virgin Gorda to the remote British Virgin Island of Anegada. Sailing at a speed over 8 knots, the boat was on its side, heeling over in the blustery tradewinds. But under the competent helm of my friend, Josh, and the watchful eye of our Captain, "Boss," I never panicked. With the occasional splash aboard to keep me alert and very much alive, I was relishing the adventure at hand. After 2 hours, we finally reached this sliver of land lined by sparkling white beaches and surrounded by the most spectacular turquoise waters I’ve seen since diving in French Polynesia. We pulled up to a mooring, motored the dinghy to land, and caught an open-air taxi to dreamy Cow Wreck Beach, passing rambling goats and cows along the way. We arrived at a long stretch of desolate sand and a small beachfront bar, planted our bums in Adirondack chairs, took out our books, and started to read. Ahh, sun, sand, sea, sky, serenity. 

If you truly want to feel like a local on Mount Desert Island, take a day sail on a Friendship Sloop from Northeast or Southwest Harbor. Sail Acadia offers the opportunity to take a 3-hour guided sail on three Friendship Sloops, vessels that were used during the late 1800s to fish for lobsters along the Frenchman Bay shoreline. We sailed on the Helen Brooks, a replica designed with sailing in mind. Under the skilled guidance of Ryan at the wheel and his sidekick Savannah, we motored past the estates lining the Northeast Harbor shores and a seal that popped his head out of the water. Near the lighthouse perched atop Bear Island, Jeff and I helped hoist the sails. Winds were strong. In fact, there was a small craft advisory in effect, so Ryan had already reefed the mainsail and we chose to use only the staysail instead of the stronger jib. Soon we were gliding at a good 5-knot clip past Great Cranberry Island and the many lobstermen picking up their traps.